HCID 23142579, compound → 2-Cycloheptylphenylamine

HRID 32152Notes

Reaction equation

HRID 32152 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH:11]=1)([O-])=O>[Pd].CO>[CH:10]1([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH2:1])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1

Participants

4

Reactant 1

HCID 23142579HCID 23142579, compound

Product 1

HCID 109432572-CycloheptylphenylamineYield 61.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of the 1-(2-nitrophenyl)cycloheptene (1.00 g, 4.61 mmol) produced in Example (44a), 10% palladium on carbon (300 mg, wet) and methanol (130 mL) was stirred for 21 hours at atmospheric pressure and room temperature under a hydrogen atmosphere. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/heptane) to give 539 mg of the title compound as a light orange oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/heptane)

Sources & evidence

ORD record
ord-3df52ae3bd254a8ba87ab2eebb90e7a8
Source dataset
uspto-grants-2008_09
Patent number
US07425554B2

Reaction notes

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